Aliphatic chain-containing macrocycles as diazonamide A analogs

Edgars Sūna; Viktorija Vitkovska; Rimants Žogota; Toms Kalniņš; Zeļencova Diāna

doi:10.1007/s10593-020-02704-6

Aliphatic chain-containing macrocycles as diazonamide A analogs

Edgars Sūna
, Viktorija Vitkovska
, Rimants Žogota
, Toms Kalniņš
, Zeļencova Diāna

Ne LU

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

[Figure not available: see fulltext.] Aliphatic alkyl chain-containing 12–14-membered macrocycles have been designed as structural analogs of antimitotic natural product diazonamide A. Macrocycles were synthesized from 5-bromooxazole in 7 to 9 linear steps using Ru-catalyzed ring-closing metathesis as the key transformation. Heat effect of binding to α,β-tubulin tetramer (T4-RB3 complex) has been measured for the synthesized macrocycles by isothermal titration calorimetry method.

Original language	English
Pages (from-to)	586-602
Number of pages	17
Journal	Chemistry of Heterocyclic Compounds
Volume	56
Issue number	5
DOIs	https://doi.org/10.1007/s10593-020-02704-6
Publication status	Published - 1 May 2020

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

OECD Field of Science

1.4 Chemical Sciences

Keywords

diazonamide A
macrocycles
ring-closing metathesis
anticancer agents

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10.1007/s10593-020-02704-6

Cite this

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title = "Aliphatic chain-containing macrocycles as diazonamide A analogs",

abstract = "[Figure not available: see fulltext.] Aliphatic alkyl chain-containing 12–14-membered macrocycles have been designed as structural analogs of antimitotic natural product diazonamide A. Macrocycles were synthesized from 5-bromooxazole in 7 to 9 linear steps using Ru-catalyzed ring-closing metathesis as the key transformation. Heat effect of binding to α,β-tubulin tetramer (T4-RB3 complex) has been measured for the synthesized macrocycles by isothermal titration calorimetry method.",

keywords = "diazonamide A, macrocycles, ring-closing metathesis, anticancer agents",

author = "Edgars Sūna and Viktorija Vitkovska and Rimants {\v Z}ogota and Toms Kalniņ{\v s} and Zeļencova Diāna",

note = "Publisher Copyright: {\textcopyright} 2020, Springer Science+Business Media, LLC, part of Springer Nature.",

year = "2020",

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doi = "10.1007/s10593-020-02704-6",

language = "English",

volume = "56",

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journal = "Chemistry of Heterocyclic Compounds",

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TY - JOUR

T1 - Aliphatic chain-containing macrocycles as diazonamide A analogs

AU - Sūna, Edgars

AU - Vitkovska, Viktorija

AU - Žogota, Rimants

AU - Kalniņš, Toms

AU - Diāna, Zeļencova

PY - 2020/5/1

Y1 - 2020/5/1

N2 - [Figure not available: see fulltext.] Aliphatic alkyl chain-containing 12–14-membered macrocycles have been designed as structural analogs of antimitotic natural product diazonamide A. Macrocycles were synthesized from 5-bromooxazole in 7 to 9 linear steps using Ru-catalyzed ring-closing metathesis as the key transformation. Heat effect of binding to α,β-tubulin tetramer (T4-RB3 complex) has been measured for the synthesized macrocycles by isothermal titration calorimetry method.

AB - [Figure not available: see fulltext.] Aliphatic alkyl chain-containing 12–14-membered macrocycles have been designed as structural analogs of antimitotic natural product diazonamide A. Macrocycles were synthesized from 5-bromooxazole in 7 to 9 linear steps using Ru-catalyzed ring-closing metathesis as the key transformation. Heat effect of binding to α,β-tubulin tetramer (T4-RB3 complex) has been measured for the synthesized macrocycles by isothermal titration calorimetry method.

KW - diazonamide A

KW - macrocycles

KW - ring-closing metathesis

KW - anticancer agents

UR - https://link.springer.com/article/10.1007%252Fs10593-020-02704-6

UR - https://www.scopus.com/pages/publications/85085914553

U2 - 10.1007/s10593-020-02704-6

DO - 10.1007/s10593-020-02704-6

M3 - Article

SN - 0009-3122

VL - 56

SP - 586

EP - 602

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

IS - 5

ER -

Aliphatic chain-containing macrocycles as diazonamide A analogs

Abstract

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OECD Field of Science

Keywords

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